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25714-71-0

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Basic Information

Molecular Structure:
CAS No.:	25714-71-0
Name:	4-hydroxybutyraldehyde
Article Data:	120

Formula:	C4H8 O2
Molecular Weight:	88.1063
Synonyms:	Butyraldehyde,4-hydroxy- (6CI,7CI,8CI); 4-Hydroxybutanal; 4-Hydroxybutyraldehyde; g-Hydroxybutyraldehyde
EINECS:	247-205-3
Density:	0.985g/cm³
Boiling Point:	196.7°Cat760mmHg
Flash Point:	76.5°C
Solubility:	"> Stability Toxicology No toxicological data available. Transport information Personal protection Treat as potentially harmful. [Return to
PSA:	37.30000
LogP:	-0.04220

Synthetic route

: 109-99-9
tetrahydrofuran

: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With oxygen; isobutyraldehyde; cobalt(II) porphyrin In acetonitrile for 3h; Ambient temperature;	94%
With sodium acetate; benzene diazonium chloride

: 96-48-0
4-butanolide

: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With diisobutylaluminium hydride	93%
With 2-methyl-but-2-ene; borane In tetrahydrofuran
With diisobutylaluminium hydride In dichloromethane at -78℃;

: 6117-80-2
1,4-butenediol

: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine In various solvent(s) at 150℃; for 4h;	90%
With hydrogen; Montmorillonite-Ph2PPd(II) Mechanism; Ambient temperature;
(ethene)bis(tricyclohexylphosphine)palladium(0) In diethylene glycol dimethyl ether at 130℃; for 5h; Product distribution; other catalysts, solvents, temperatures and reaction times;	95 % Chromat.

: 2919-23-5
cyclobutanol

A: 1191-95-3
cyclobutanone

B: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With C17H19FeN5O4(18)O(1-) In acetonitrile at 26.84℃; Kinetics; Reagent/catalyst;	A 85% B 15%
With perchloric acid; oxochromium(IV); lithium perchlorate In water at 25℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
With dihydrogen peroxide; C11H18Br2FeN4(1+)*Br(1-) In acetonitrile at 30℃; for 24h;

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

A: 109-99-9
tetrahydrofuran

B: 13436-45-8
2-methoxytetrahydrofuran

C: 96-48-0
4-butanolide

D: 71-23-8
propan-1-ol

E: 1-methoxy-1,4-butanediol

F: 64001-06-5
2-(4'-hydroxybutoxy)-tetrahydrofuran

G: 4-hydroxy-butanoic acid 4-hydroxybutyl ester

H: 110-63-4
Butane-1,4-diol

I: 25714-71-0
4-hydroxybutyraldehyde

J: 925-57-5
methyl 4-hydroxybutanoate

K: 71-36-3
butan-1-ol

Conditions	Yield
With hydrogen at 190℃; under 46504.7 Torr; Gas phase;	A 5.3% B n/a C 10.4% D n/a E n/a F n/a G n/a H 79.1% I n/a J n/a K n/a

: 6117-80-2
1,4-butenediol

A: 5371-52-8
2-hydroxytetrahydrofuran

B: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With hydrogen; montmorillonite-diphenylphosphinepalladium(II) under 760 Torr; for 30h; Ambient temperature;	A 72% B n/a

: 201230-82-2
carbon monoxide

: 107-18-6
allyl alcohol

A: 71-23-8
propan-1-ol

B: 38433-80-6
3-hydroxy-2-methylpropanal

C: 25714-71-0
4-hydroxybutyraldehyde

D: 123-38-6
propionaldehyde

Conditions	Yield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I) In benzene at 60℃; under 5171.5 Torr; for 7h; Product distribution; Other temperatures, other pressures, other catalysts;	A 0.1% B 28.4% C 70.4% D 1.1%
With hydrogen; acetylacetonatodicarbonylrhodium(l); rac-trans-1,2-bis[di(3,5-dimethylphenyl)phosphinomethyl]cyclobutane In toluene at 65℃; under 10069 - 11103.3 Torr; Conversion of starting material;
With hydrogen; acetylacetonatodicarbonylrhodium(l); trans-1,2-bis(bis(4-methylphenyl)phosphinomethyl)cyclobutane In toluene at 65℃; under 10069 - 11103.3 Torr; Conversion of starting material;

: 3068-00-6
D,L-1,2,4-butanetriol

: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With sodium periodate In 1,4-dioxane; water at 20℃; for 6h; Solvent;	70%

: 201230-82-2
carbon monoxide

: 107-18-6
allyl alcohol

A: 38433-80-6
3-hydroxy-2-methylpropanal

B: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With (Sa)-1,16-bis(diphenylphosphino)-6,7,8,9,10,11-hexahydrodibenzo[b,d][1,6]dioxacyclododecine; hydrogen In toluene under 9308.91 - 10343.2 Torr; Reagent/catalyst; Autoclave; Overall yield = 91.27 %;	A 34.7% B 54.99%
With 1,3-bis-(diphenylphosphino)propane; hydrogen In toluene under 9308.91 - 10343.2 Torr; Reagent/catalyst; Autoclave; Overall yield = 45.94 %;	A 33.87% B 11.72%
With hydrogen; acetylacetonatodicarbonylrhodium(l); (2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis[bis(3,5-dimethylphenyl)phosphino]butane In toluene at 65℃; under 10069 - 11103.3 Torr; Product distribution / selectivity;

: 110-63-4
Butane-1,4-diol

: 25714-71-0
4-hydroxybutyraldehyde

Conditions	Yield
With D-glucose; Gluconobacter oxidans DSM 2343; yeast extract In phosphate buffer at 28℃; for 4h; pH=6.3; Enzymatic reaction;	35%
With pyridinium chlorochromate In dimethyl sulfoxide for 6h; Kinetics; Mechanism; Thermodynamic data; Εa, log A, ΔS(excit.), ΔG(excit.);
With perchloric acid; 12-tungstocobaltate(III) In water Rate constant; effect of temp. ( 20.0 - 35.0 deg C ), and pH;

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